Classic Florida

Orlando, Naples, Miami & Florida Keys

From $5800 per person in low season
From $7600 per person in high season

based on 13 nights & selected experiences

Price Guide:

  1. Jan
  2. Feb
  3. Mar
  4. Apr
  5. May
  6. Jun
  7. Jul
  8. Aug
  9. Sep
  10. Oct
  11. Nov
  12. Dec

* Pricing is a guideline only and excludes special offers. Travel over peak periods (e.g. Christmas, New Year and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.

Price includes:

  • Internal flights

  • Accommodation

  • Car rental

  • Selected experiences

Based on 4 people sharing.

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At a Glance

  • Fabulous sunny self-drive through America's Sunshine State

  • Fun combination of theme park excitement, city buzz and beach relaxation

  • Adapt this flexible itinerary to your requirements; longer in the parks, on the beach or in Miami

  • Best to avoid the hot, muggy months of August and September especially if visiting the theme parks

  • Perfect school half-term or Easter family vacation

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Best time to Visit

Good time to visit

Average time to visit

Miami and the Florida Keys have a year-round destination with balmy winters when temperatures average between 16°C and 30°C, but summers can be hot and humid with thunderstorms rolling in at 3pm or 4pm. The best time to visit Florida is in March and April when it is warm and sunny, before the weather begins to get too hot. Hurricanes and other less serious tropical storms can strike Florida any time in the summer up to the end of November, however the risk is greatest in August and September. August is both the rainiest and hottest month.

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Insider's View

If you get the chance, it's worth detouring or taking a day trip from Miami to visit the Everglades. Take an airboat ride across the tropical wetlands to see alligators and learn about this fascinating ecosystem.

We design each itinerary around you, so this suggested itinerary is a starting point that we can tweak or transform into something completely bespoke to you. To start planning your vacation


There's much more to Florida than theme parks. This flexible two-week self-drive road trip combines the magical world of Disney or Universal with the stunning beaches of Naples, the bustling cosmopolitan city of Miami and some downtime on the beautiful beaches of the Florida Keys. Lengthen or shorten the itinerary to suit your needs, have more time to take in all the theme parks of Orlando, or take a few extra days to relax on the beautiful beaches.

  1. Fly to Orlando

  2. Days 1-5: Orlando

    Land into Orlando International Airport where your Floridian adventure will commence. Pick up your hire car and begin with four nights in Orlando, or longer if you love your theme parks! The many different parks of Disney World alone could take up to a week to explore, and then there's Universal, Wet 'n' Wild and all the shows. We have included tickets to Universal Studios to get you started. Explore the Wizarding World of Harry Potter or perhaps introduce your children to their favorite super hero or cartoon character, a day at Universal Studios is jam packed full of memorable family experiences that your children will never forget.

    Accommodation: Waldorf Astoria Orlando (4 nights)

  3. Days 5-8: Florida

    Next, head south to the coast of Naples, where powdery sands await. Spend the following three nights relaxing on the beach or enjoying a host of water sports such as paddle boarding, body boarding and kayaking. Children can socialize in the kids club where they can learn more about the resident marine life with hands on, interactive and fun filled learning, whilst you indulge in some down time or take to the magnificent golf course or tennis courts. Naples itself is filled with dining options, galleries and museums for entertainment further outside of the resort, and we have included a fun filled day out to the nearby Everglades National Park where you will explore on an airboat in search of alligators and other creatures that reside here.

    Accommodation: The Ritz-Carlton Naples (3 nights)

  4. Days 8-11: Miami

    Take your hire car and drive East to the cosmopolitan city of Miami. Spend three nights in one of South Beach's prime locations, a cool haven of colonial beach front chic. This area allows you to enjoy both the vibrant city life with its hustle and bustle, exquisite restaurants and trendy shops, as well as long stretches of sandy beaches where you can lounge during the mid day heat. Finding an activity that holds your children’s interests is very simple in Miami with a host of kid-friendly museums and activities, to splashing around in the swimming pool or ocean.

    Accommodation: The Betsy, South Beach (3 nights)

  5. Fly from Miami

  6. Days 11-14: Key West

    The final part of your Florida road trip takes you to the southernmost point in the United States, The Florida Keys. This part of the drive is truly breath-taking; you will follow long bridges connecting the string of tiny islands to Key West. The area is a fishing and diving paradise, and its white-washed clapboard beach houses provide the ideal base for a laid back relaxed vacation getaway. A visit to the Keys would not be complete without a visit to the home of Ernest Hemingway. Here you can peek into his life history and see the colonial villa where he composed many of his classic prose on the type writer that still sits within this National Heritage landmark and museum.

    Accommodation: Sunset Key Cottages (3 nights)

  7. Fly home from Miami


  • Art Deco Walking Tour

    Enrich your visit to South Beach with a fun, cultural walking tour of the famed Art Deco district. Popular tour guides will transport you to the 20s, 30s...80s and beyond, regaling you with fascinating stories.

  • Biscayne Bay Adventure Sightseeing by Boat

    A fantastic family-friendly way to take in the highlights of Miami, this adventure boat tour will allow you to explore those iconic Miami sights, as well as off-the-beaten-path locations from the comfort of your high-performance RIB boat.

  • Kennedy Space Center SpacePass

    The SpacePass ticket offers the most comprehensive Kennedy Space Center experience. The ticket combines all the elements of normal admission plus the 'Dine With an Astronaut' program and an exclusive tour to the more restricted areas of the complex.


Orlando, Naples, Miami & Florida Keys

Speak to our specialists 858 523 9000

    Why book with Scott Dunn?

  • 24/7 concierge service
  • 24/7 emergency assistance
  • Firsthand knowledge
  • Renowned service
  • Award-winning tour operator

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We design each itinerary around you, so this suggested itinerary is a starting point that we can tweak or transform into something completely bespoke to you. To start planning your vacation